Ammonia → HCID 74221397, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of (S)-(4-chloro-2-methoxy-3-(4-(trifluoromethyl)benzyl)quinolin-6-yl)(2,6-dimethylpyridin-3-yl)(1-methyl-1H-1,2,3-triazol-5-yl)methyl acetate (646 mg, 1.06 mmol, Intermediate 55) and ammonia in MeOH (3.3 mL, 23 mmol, 7.0 M) in a sealed pressure tube was heated at 65° C. for 18 h, and concentrated in vacuo. The residue was purified by flash column chromatography (40 g silica gel column, 50-100% EtOAc in heptanes, and 5-10% MeOH in CH2Cl2) to give the title compound as an oil. 1H NMR (400 MHz, CDCl3) δ 8.02 (d, J=2.02 Hz, 1H), 7.82 (d, J=9.09 Hz, 1H), 7.51 (d, J=8.08 Hz, 2H), 7.37-7.44 (m, 3H), 7.08 (d, J=8.08 Hz, 1H), 7.02 (s, 1H), 6.98 (d, J=8.08 Hz, 1H), 4.34 (s, 2H), 4.09 (s, 3H), 3.94 (s, 3H), 2.56 (s, 3H), 2.30 (s, 3H).

Provenance & Evidence